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Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols

Laudadio, G; Barmpoutsis, E; Schotten, C; Struik, L; Govaerts, S; Browne, DL; Noel, T; (2019) Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols. Journal of the American Chemical Society (JACS) , 141 (14) pp. 5664-5668. 10.1021/jacs.9b02266. Green open access

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Abstract

Sulfonamides are key motifs in pharmaceuticals and agrochemicals, spurring the continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts and can be carried out in only 5 min. Hydrogen is formed as a benign byproduct at the counter electrode. Owing to the mild reaction conditions, the reaction displays a broad substrate scope and functional group compatibility.

Type: Article
Title: Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/jacs.9b02266
Publisher version: https://doi.org/10.1021/jacs.9b02266
Language: English
Additional information: This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License, which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes. See: https://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html
Keywords: Science & Technology, Physical Sciences, Chemistry, Multidisciplinary, Chemistry, BOND FORMATION
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10113349
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